2-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide → 5-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[6-({[(3-isopropyl-1,2,4-oxadiazol-5-yl)methyl]amino}methyl)pyridin-2-yl]amino}thiophene-3-carboxamide

HRID 385773Notes

Reaction equation

HRID 385773 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([OH:19])([CH3:18])[CH3:17])=[CH:12][C:11]=2[F:20])=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].Br[C:22]1[N:27]=[C:26]([CH2:28][NH:29][CH2:30][C:31]2[O:35][N:34]=[C:33]([CH:36]([CH3:38])[CH3:37])[N:32]=2)[CH:25]=[CH:24][CH:23]=1>>[F:20][C:11]1[CH:12]=[C:13]([C:16]([OH:19])([CH3:17])[CH3:18])[CH:14]=[CH:15][C:10]=1[C:4]1[S:3][C:2]([NH:1][C:22]2[CH:23]=[CH:24][CH:25]=[C:26]([CH2:28][NH:29][CH2:30][C:31]3[O:35][N:34]=[C:33]([CH:36]([CH3:38])[CH3:37])[N:32]=3)[N:27]=2)=[C:6]([C:7]([NH2:9])=[O:8])[CH:5]=1

Participants

3

Reactant 2

HCID 582166382-Amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamideHCID 595257901-(6-Bromopyridin-2-yl)-N-[(3-isopropyl-1,2,4-oxadiazol-5-yl)methyl]methanamine

Product 1

HCID 251261635-[2-Fluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-{[6-({[(3-isopropyl-1,2,4-oxadiazol-5-yl)methyl]amino}methyl)pyridin-2-yl]amino}thiophene-3-carboxamide

Procedure

The title compound was prepared according to the general procedure in Example 1 using 2-amino-5-[2-fluoro-4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (116 mg, 0.393 mmol) and 1-(6-bromopyridin-2-yl)-N-[(3-isopropyl-1,2,4-oxadiazol-5-yl)methyl]methanamine (120 mg, 0.39 mmol) as the starting materials.

Sources & evidence

ORD record
ord-b6c0540df2004624b62e67f501265aed
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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